Holiday rentals in La Grange Highlands

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Top-rated holiday rentals in La Grange Highlands

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A cozy bedroom features a spacious bed adorned with decorative pillows. Light fabric drapes frame a large window, allowing natural light to fill the space. Two framed art pieces decorate the walls, while a wooden dresser and a small chair complement the serene environment.
Private room in Willow Springs
4.92 out of 5 average rating, 355 reviews

Private bedroom B in a Chicago suburb

Stay at the B room with view of a beautiful park on a quiet non-smoking house in a safe suburb. Close to I-55, I-294, LaGrange Rd and Archer Ave for a 20 minutes' drive to downtown. Free parking. Sunny bedroom with Queen-size bed for 2 people max. This is one of three bedrooms available. The natural light bathroom with a sky window is shared with the Lincoln room. Good for business, solo, or couples (gay or straight) travelers. NO discrimination allowed. Send message and ask about the discounts.

Guest favourite
A spacious artist loft features a living area with hardwood floors and large windows allowing natural light. A leather sofa is positioned in the center, with stylish chairs nearby. The open kitchen is visible in the background, along with a modern dining space under soft lighting.
Loft in Brookfield
4.91 out of 5 average rating, 139 reviews

1920s fully updated unique open artist loft space

True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost

Guest favourite
A cozy living area is highlighted by two armchairs in warm tones, positioned beside a stylish blue sideboard. A large flat-screen TV is mounted on the wall, and a decorative bowl sits atop the sideboard. Soft lighting is provided by a standing lamp, enhancing the inviting atmosphere.
Flat in Berwyn
4.83 out of 5 average rating, 36 reviews

Contemporary NEW Entire Suite Berwyn/Riverside

Welcome to your private oasis! This beautifully NEW appointed 1 bd unit offers the perfect blend of modern convenience and contemporary style. Whether you’re here for a weekend getaway or an extended stay, this contemporary retreat is your perfect home base. Explore the vibrant attractions of Berwyn or the excitement of Chicago, just a short trip away. Book today to secure your stay and experience the blend of comfort and style in this chic contemporary gem. We look forward to hosting you!

Guest favourite
Flat in Oak Park
4.84 out of 5 average rating, 232 reviews

Betty BnB

Free admission to The World's Smallest Betty White Museum! Oh, and a comfortable king-sized bed in a newly updated studio apartment. Centrally located in Oak Park, close to cafes and transit. Quiet, friendly neighborhood with ample street parking and a pub across the street. This is a basement unit with a kitchenette (NO STOVE/OVEN), cozy TV room, desk nook, and full bathroom. The bed is king-sized and has a firm mattress. The floors slope and there's no thermostat, but it's cute + welcoming

Guest favourite
Private room in Woodridge
4.9 out of 5 average rating, 453 reviews

Private floor w/ living rm&office-Private bath rm

We are close to all major highways, easy access to go anywhere. Public transportation w/in minutes. Designated parking spot in driveway, also street parking is available. We are next to walking/running trail & parks. Shopping, movies & restaurants are w/in walking distance. Quiet & very safe neighborhood. Shared full kitchen w/ all cook ware available. Private full size fridge/freezer, coffeemaker, toaster oven & microwave. Wifi, streaming, & cable TV. Free on-site laundry & toiletries.

Guest favourite
The living room features a spacious teal sofa paired with a simple black coffee table in front. A window with sheer curtains allows natural light to fill the area, complemented by a floor lamp and potted plants. Hardwood floors add warmth to the room.
Flat in Berwyn
4.9 out of 5 average rating, 362 reviews

The Green Bungalow: Charming 1-BR apt. with patio

Situated in a residential neighborhood just outside the city limits, this lovely 2nd floor apartment is blocks from the Blue Line train and highway. Our newly renovated vintage unit has a full kitchen, hardwood floors, plenty of natural light, a backyard patio and its own private entrance. Our bungalow is walking distance to cafes, restaurants, shopping, music and nightlife. Enjoy the charm of the suburbs while having easy access to all the attractions Chicago's downtown has to offer.

Superhost
A spacious sleeping area is presented featuring two beds with light grey patterned bedding. A flat-screen TV is mounted on the wall opposite the beds. Natural light enters through a window covered by sheer curtains, and a floor lamp provides additional illumination.
Guest house in La Grange Highlands
4.53 out of 5 average rating, 19 reviews

Guesthouse Gem | 2BR, Smart TVs, W/D, & Parking

Enjoy a clean, refreshed 2BR guesthouse with 2 smart TVs, fast Wi-Fi, and a full kitchen. Includes in-unit washer/dryer and free on-site parking. Perfect for work trips, family visits, or weekend getaways. Located in a quiet neighborhood with easy access to local dining and attractions. Comfortable beds, self check-in, access to a yard, and everything you need to feel at home—whether you’re staying for a few nights or longer. Enjoy convenience and all the essentials you need!

Guest favourite
Home in Brookfield
5 out of 5 average rating, 9 reviews

Bougie Brookfield - 4BR - 2BTH Spacious Home + Bar

Welcome to your boujee escape! This bright and roomy retreat has everything you need for a memorable stay. With 4 cozy bedrooms and 2 full bathrooms, there’s plenty of space for families, friends, or groups to spread out and relax. The heart of the home is the basement — perfect for movie nights, friendly competitions, and hours of fun. Whether you’re looking to unwind with a game of foosball, or just lounge and laugh together, this space was made for making memories.

Superhost
A walkway lined with pavers is framed by greenery, leading toward a fenced yard. Soft string lights illuminate the area beside the tiny house, creating a serene evening atmosphere. A cozy seating area is visible, inviting relaxation outdoors near the lush foliage.
Tiny home in Burr Ridge
4.89 out of 5 average rating, 408 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Less is more--see for yourself how big 250 square feet can really feel! For those who would love to try tiny living and a minimalist lifestyle, this is the perfect getaway. This tiny house has everything you will need to fall in love with tiny living! There is a fenced yard, grass area for furry friends, free parking and is close to hiking trails, restaurants, shops, breweries, bars, and Chicago! Check us out on Insta: @LessIsMore_TinyHome

Guest favourite
A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.
Home in Brookfield
4.98 out of 5 average rating, 59 reviews

Cozy Home in Brookfield

Discover tranquility just minutes from the busy city life! Nestled in the heart of Brookfield, IL, our charming home offers the perfect blend of suburban serenity and urban convenience. Just an 8-minute walk from the train station, you'll find easy access to downtown Chicago while enjoying the peaceful atmosphere of our neighborhood. Pets are allowed, but no exotic pets and no cats or dogs with a bite history.

Guest favourite
Home in Lyons
4.78 out of 5 average rating, 9 reviews

The Lyons Den

Centrally located, this hidden gem is minutes from the Metra, expressways, and downtown La Grange—just a 20-minute drive to downtown Chicago, Oakbrook, Midway, and O’Hare. Enjoy a peaceful neighborhood, fenced yard, and freshly redone interior with three comfy bedrooms and a fully stocked kitchen. The open basement and inviting living spaces make it the perfect spot to relax or host friends during your stay.

Superhost
The entryway features a patterned accent wall showcasing vibrant wallpaper and a large flat-screen TV mounted above a modern wooden console table. A decorative plant adds a touch of greenery, while a mirror reflects the space, enhancing the open feel of the area.
Flat in Westmont
4.83 out of 5 average rating, 54 reviews

Cozy Getaway - 2 Parking Spaces, Sleeps 4!

Welcome to this stunning Westmont Apartment, just steps from the Westmont Metra station! Perfect for groups up to 4, our cozy space offers all the amenities for a relaxing stay. Enjoy flexible check-in/out to suit your schedule. With great reviews and competitive pricing, this is the ideal spot for your trip. Don’t miss out, click ‘Reserve’ now and book your stay!

Popular amenities for La Grange Highlands holiday rentals